$4,500,000

38099 Main Rd Orient, NY 11957

Orient Area

Estimated payment $25,513/month

Total Views 269
3 Beds
2 Baths
2,000 Sq Ft
$2,250 Price per Sq Ft

Highlights

  • Water Views
  • Private Pool
  • Traditional Architecture
  • Home fronts a sound
  • Cathedral Ceiling
  • Wood Flooring

About This Home

At the end of a secluded, private one-mile road, where the land meets the Long Island Sound, this newly renovated modern beach house offers breathtaking views, refined design, and total privacy. Set on two-thirds of an acre and surrounded by two 30 acre privately owned parcels of land, one of which is entirely vacant, the home features over 100 feet of private beachfront with a naturally sloped path leading to the shore. Every inch of this residence is bathed in natural light and designed to celebrate its stunning surroundings—from the expansive great room with white oak flooring and gas fireplace to the vaulted dining area and sleek kitchen with a gas stove and integrated workspace. The primary suite includes a spa-inspired bath with a sauna, shower, and bidet, while the additional first floor bedroom has an en-suite bathroom with a second floor bedroom as well. There is a full fitness center in a finished basement with heat and central air conditioning with walk out stairs to the pool area. All new Pella black-framed windows perfectly frame the Sound, with nearly every room offering unobstructed water views. Outside, lush landscaping and vibrant hydrangeas surround a 50’ x 8’ heated saltwater gunite pool with an automatic cover and stone patio, creating a peaceful outdoor retreat ideal for both entertaining and everyday living. The white board and batten siding, matte black metal roof, and detached one-car garage complete the clean, modern aesthetic. With porcelain tile sunroom floors, low taxes, and deeded road rights with private gate, this is a rare opportunity to own a fully renovated waterfront home with unrivaled serenity, where the sunsets, sea breeze, and silence feel like your own private oasis.

Listing Agent

Alexander Aquino

Douglas Elliman Real Estate Brokerage Phone: 631-477-2220 License #10401334121 Listed on: 09/06/2026

Douglas Elliman Real Estate

Co-Listing Agent

Jill Dunbar

Douglas Elliman Real Estate Brokerage Phone: 631-477-2220 License #30DU1008490

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $8,206

Year Built

  • Built in 2003 | Remodeled in 2025

Lot Details

  • 30,056 Sq Ft Lot
  • Home fronts a sound
  • Front and Back Yard Sprinklers
  • Garden

Parking

  • 15 Car Garage

Home Design

  • Traditional Architecture
  • Frame Construction

Interior Spaces

  • 2,000 Sq Ft Home
  • Indoor Speakers
  • Sound System
  • Built-In Features
  • Beamed Ceilings
  • Cathedral Ceiling
  • Ceiling Fan
  • Recessed Lighting
  • Wood Burning Fireplace
  • Formal Dining Room
  • Wood Flooring
  • Water Views

Kitchen

  • Breakfast Bar
  • Gas Cooktop
  • Stainless Steel Appliances
  • Kitchen Island

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Main Floor Bedroom
  • Bathroom on Main Level
  • 2 Full Bathrooms
  • Soaking Tub

Laundry

  • Dryer
  • Washer

Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Pool

  • Private Pool

Schools

  • Oysterponds Elementary School
  • Greenport High Middle School
  • Greenport High School

Utilities

  • Central Air
  • Vented Exhaust Fan
  • Heating System Uses Propane
  • Well
  • Water Softener is Owned
  • Septic Tank
  • High Speed Internet
  • Cable TV Available

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,206

Year Built

Built in 2003 | Remodeled in 2025

Lot Details

0.69 Acres

Parking

15

Listing Details

  • Property Type: Residential
  • Architectural Style: Traditional
  • Property SubType: Single Family Residence
  • Year Built: 2003
  • Year Built Effective: 2025
  • Attribution Contact: 631-477-2220
  • Co List Office Mls Id: KEYDERE66
  • Co List Office Phone: 631-477-2220
  • Carport Y N: No
  • CurrentPrice: 4500000.00
  • MlsMajorChangeType: New Listing
  • CurrentPrice_By_LivingArea: 2250.00000
  • ListPrice_By_LivingArea: 2250.00000
  • ListPrice_By_OriginalListPrice: 1.00000
  • ListPrice_By_LotSizeAcres: 6521739.1304
  • LivingAreaSearchSqFt: 2000.00
  • Special Features: None
  • Property Sub Type: Detached
  • Year Renovated: 2025

Interior Features

  • Appliances: Cooktop, Dryer, Exhaust Fan, Gas Cooktop, Gas Range, Stainless Steel Appliance(s), Washer, Water Softener Owned
  • Interior Amenities: First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Formal Dining, High Ceilings, High Speed Internet, Kitchen Island, Quartz/Quartzite Counters, Recessed Lighting, Soaking Tub, Sound System, Speakers
  • Fireplaces: 1
  • Flooring: Hardwood
  • Fireplace Features: Wood Burning
  • Full Bathrooms: 2
  • Basement: Finished, Full, Walk-Out Access
  • Total Bedrooms: 3
  • Fireplace: Yes
  • Living Area: 2000
  • Basement YN: Yes

Exterior Features

  • Construction Materials: Frame
  • Waterfront Features: Sound
  • Pool Private: Yes
  • View: Water
  • Exterior Features: Garden
  • Waterfront: Yes

Garage/Parking

  • Garage Spaces: 15
  • Garage: Yes
  • Parking Description: Private

Utilities

  • Cooling: Central Air
  • Heating: Propane
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Private, Water Connected
  • Water Source: Well

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: Greenport High School

Lot Info

  • Lot Size Acres: 0.69
  • Lot Size Sq Ft: 30056
  • Lot Features: Front Yard, Garden, Sprinklers In Front, Sprinklers In Rear, Waterfront
  • Property Attached: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 8206
  • Tax Year: 2025

MLS Schools

  • Elementary School: Oysterponds Elementary School
  • High School: Greenport High School
  • Middle School District: Greenport

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $7,487 $9,800 $3,200 $6,600
2024 $7,487 $9,800 $3,200 $6,600
2023 $7,487 $9,800 $3,200 $6,600
2022 $7,417 $9,800 $3,200 $6,600
2021 $7,204 $9,800 $3,200 $6,600
2020 $7,424 $9,800 $3,200 $6,600
2019 $7,424 $0 $0 $0
2018 $6,562 $9,100 $3,200 $5,900
2017 $6,720 $9,100 $3,200 $5,900
2016 $6,823 $9,100 $3,200 $5,900
2015 -- $9,100 $3,200 $5,900
2014 -- $9,100 $3,200 $5,900
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
09/06/2026 09/06/26 For Sale $4,500,000 -- $2,250 / Sq Ft
Source: OneKey® MLS

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Closed $220,000 Unknown
Closed $75,000 Stand Alone First
Source: Public Records

Source: OneKey® MLS

MLS Number: 1047292

OneKey® MLS

APN: 1000-015-00-02-00-016-000

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